反应详情

温度

27.5 °C

A mixture of ethyl (2E)-3-{5-chloro-6-[(3R)-3-pyrrolidinylamino]-3-pyridinyl}acrylate (0.73 g), m-tolualdehyde (356 mg) and sodium triacetoxyborohydride (1.57 g) in CH2Cl2 (30 ml) was stirred at 25-30° C. for 15 hours. The 10% K2CO3 solution (20 ml) was added to a reaction mixture and resultant mixture was stirred at ambient temperature for 30 minutes and extracted with CH2Cl2 and washed with brine and dried over MgSO4. The solvent was evaporated in vacuo and the residue was chromatographed on silicagel eluting with AcOEt-MeOH (97:3). The eluted fractions containing the desired product were collected and evaporated in vacuo to give ethyl (2E)-3-(5-chloro-6-{[(3R)-1-(3-methylbenzyl)-3-pyrrolidinyl]amino}-3-pyridinyl)acrylate (820 mg).

1. stirringwas stirred at ambient temperature for 30 minutes
2. extractionextracted with CH2Cl2
3. washwashed with brine
4. dry with materialdried over MgSO4
5. customThe solvent was evaporated in vacuo
6. customthe residue was chromatographed on silicagel
7. washeluting with AcOEt-MeOH (97:3)
8. additionThe eluted fractions containing the desired product
9. customwere collected
10. customevaporated in vacuo